1-Methylpiperazine → 1,3-Dimethyl-4-[3-(4-methyl-1-piperazinyl)propionyl]-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

HRID 1902488

Reaktionsgleichung

Reaktionsgleichung von HRID 1902488
Br[CH2:2][CH2:3][C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[NH:10][C:9](=[O:17])[C:8]2[N:18]([CH3:22])[CH:19]=[C:20]([CH3:21])[C:7]1=2)=[O:5].[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>O1CCOCC1>[CH3:22][N:18]1[C:8]2[C:9](=[O:17])[NH:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:6]([C:4](=[O:5])[CH2:3][CH2:2][N:27]3[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]3)[C:7]=2[C:20]([CH3:21])=[CH:19]1

Komponenten

4

Edukt 2

HCID 531671-MethylpiperazineHCID 205154874-(3-Bromopropionyl)-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one

Produkt 1

HCID 205154461,3-Dimethyl-4-[3-(4-methyl-1-piperazinyl)propionyl]-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-oneAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.5 g of 4-(3-bromopropionyl)-1,3-dimethyl-1,4,9,10-tetrahydropyrrolo[3,2-b][1,5]benzodiazepin-10-one and 0.85 g of N-methylpiperazine are warmed at 80° C. for 15 hours in 50 ml of dioxane. The thus-obtained mixture is concentrated to dryness in vacuo. 20 ml of saturated aqueous sodium carbonate solution are added thereto with stirring, and the mixture is then extracted three times with ethyl acetate. The combined extracts are dried over sodium sulfate, and the solvent is stripped off in vacuo. The resulting residue is chromatographed on neutral silica gel (methylene chloride/methanol 95/05). 1.2 g of the title compound of m.p. 187° C. (from isopropanol) are obtained).

Aufarbeitung

  1. concentrationThe thus-obtained mixture is concentrated to dryness in vacuo
  2. addition20 ml of saturated aqueous sodium carbonate solution are added
  3. extractionthe mixture is then extracted three times with ethyl acetate
  4. dry with materialThe combined extracts are dried over sodium sulfate
  5. customThe resulting residue is chromatographed on neutral silica gel (methylene chloride/methanol 95/05)

Quellen und Nachweise

ORD-Eintrag
ord-5438a24a039444bb838c30312aec8c6f
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04363816

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